49865-92-1

Basic information

• Product Name: 4-(2-HYDROXYETHYLAMINO)PHENOL
• Synonyms: 4-(2-HYDROXYETHYLAMINO)PHENOL;2-(4-hydroxyanilino)ethanol
• CAS NO: 49865-92-1
• Molecular Formula: C₈H₁₁NO₂
• Molecular Weight: 153.18
• EINECS: 256-504-8
• Mol File: 49865-92-1.mol

Chemical Properties

• Boiling Point: 366.9 °C at 760 mmHg
• Flash Point: 197.6 °C
• Appearance: /
• Density: 1.262 g/cm³
• Vapor Pressure: 4.96E-06mmHg at 25°C
• Refractive Index: 1.643
• CAS DataBase Reference: 4-(2-HYDROXYETHYLAMINO)PHENOL(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(2-HYDROXYETHYLAMINO)PHENOL(49865-92-1)
• EPA Substance Registry System: 4-(2-HYDROXYETHYLAMINO)PHENOL(49865-92-1)

Safety Data

• Hazardous Substances Data: 49865-92-1(Hazardous Substances Data)

Usage

Uses

Used in Hair Dye and Colorant Industry:
4-(2-Hydroxyethylamino)phenol is used as a colorant agent for its ability to produce a wide range of vibrant colors in hair dyes and colorants, enhancing the aesthetic appeal of hair care products.
Used in Photographic Chemicals Industry:
In the production of photographic chemicals, 4-(2-Hydroxyethylamino)phenol serves as a crucial component, contributing to the development and stability of photographic images.
Used in Organic Synthesis:
4-(2-Hydroxyethylamino)phenol is utilized as a synthetic intermediate for the creation of other organic compounds, showcasing its importance in chemical research and development.
Used in Skincare Industry:
4-(2-Hydroxyethylamino)phenol is used as an antioxidant in skincare products for its capacity to neutralize free radicals and protect the skin from damage, thus promoting skin health and integrity.
It is essential to handle 4-(2-Hydroxyethylamino)phenol with care due to its potentially harmful nature if not used properly, emphasizing the need for safety precautions in its application across industries.

InChI:InChI=1/C8H11NO2/c10-6-5-9-7-1-3-8(11)4-2-7/h1-4,9-11H,5-6H2

Upstream product

• 75-21-8 oxirane 
• 64-17-5 ethanol 
• 123-30-8 4-amino-phenol 
• 2933-80-4 2-(4-ethoxyphenylamino)ethanol 
• 107-07-3 2-chloro-ethanol 
• 141-43-5 ethanolamine 
• 123-31-9 hydroquinone 
• 7732-18-5 water 
• 51388-20-6 4-benzyloxyaniline hydrochloride 
• 540-38-5 p-Iodophenol 
• 97389-19-0 N-(2-hydroxyethyl)-4-benzyloxyaniline 
• 106-41-2 4-bromo-phenol 

Downstream Products

• 3613-83-0 α,α-Dichlor-p-hydroxy-N-(2-hydroxy-aethyl)-acetanilid 
• 838872-82-5 (2-hydroxyethyl)(4-hydroxyphenyl)carbamic acid methyl ester 
• 1355025-43-2 (R)-N-(p-methoxyphenyl)-3-phenylmorpholin-2-one 
• 838872-79-0 (2-iodoethyl)(1-methoxy-4-oxocyclohexa-2,5-dienyl)carbamic acid allyl ester 
• 838872-78-9 (4-hydroxyphenyl)(2-iodoethyl)carbamic acid allyl ester 
• 838872-84-7 (2-iodoethyl)(1-methoxy-4-oxocyclohexa-2,5-dienyl)carbamic acid methyl ester 
• 838872-83-6 (4-hydroxyphenyl)(2-iodoethyl)carbamic acid methyl ester 
• 838872-77-8 (2-hydroxyethyl)(4-hydroxyphenyl)carbamic acid allyl ester 

Relevant articles and documents

Synthesis of diverse 2,3-dihydroindoles, 1,2,3,4-tetrahydroquinolines, and benzo-fused azepines by formal radical cyclization onto aromatic rings

(Chemical Equation Presented) 2,3-Dihydroindoles, 1,2,3,4- tetrahydroquinolines, and 2,3,4,5-tetrahydrobenzo[b]azepines are available by a process that represents formal radical cyclization onto aromatic rings. Optically pure benzo-fused heterocycles are also accessible by this method. p-Iodophenols, especially those with the phenolic oxygen protected as a MOM-ether, can be coupled with amino alcohols to produce N-aryl amino alcohols, which can be converted into the corresponding alkyl iodides in which the nitrogen is protected as a carbamate. These compounds give cross-conjugated ketones after removal of the phenolic protecting group and oxidation with PhI(OAc)2 in the presence of MeOH. The ketones undergo 5-, 6- or 7-exo-trigonal radical cyclization, and then exposure to acid, or sequential treatment with a Grignard reagent and then acid, effects rearomatization to produce the benzo-fused nitrogen heterocycles.

Oxidation of p-aminophenols and formal radical cyclization onto benzene rings: Formation of benzo-fused nitrogen heterocycles

(Chemical Equation Presented) p-Iodophenol and its O-MOM-protected ether can be converted into iodoamines 2. These give cross-conjugated ketones 3 on oxidation with hypervalent iodides in the presence of methanol, and the ketones undergo radical cyclization. Exposure of the products to acid or sequential treatment with a Grignard reagent and acid effects rearomatization to produce benzo-fused nitrogen heterocycles 4.

Studies on Cytotoxicity Associated with Melanin Pigmentation: Attempted Synthesis of N-4-Hydroxyphenylaziridine

In an attempt to synthesise N-4-hydroxyphenylaziridine (II), a derivative of II in which the hydroxyl group is protected has been prepared.However, removal of protective group without concomitant opening of the aziridine ring has not been successful.